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Deal Island, MD Homes for Sale

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  • 23483 Beckett Rd, Deal Island, MD 21821
    23483 Beckett Rd, Deal Island, MD 21821
    23483 Beckett Rd, Deal Island, MD 21821
    /58

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft

    23483 Beckett Rd, Deal Island, MD 21821

    Escape to the charm of coastal country living at 23483 Beckett Rd in Deal Island, where peace, space, and modern comfort meet. Nestled on 1.43 acres and not in a flood zone, this fully renovated 3-bedroom, 2-bath farmhouse blends timeless appeal with thoughtful upgrades, creating the perfect getaway or full-time residence. Inside, you’ll find brand-new luxury vinyl plank flooring, new stainless

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    (410) 970-3192

    23483 Beckett Rd, Deal Island, MD 21821
  • 23232 Lola Wheatley Rd, Deal Island, MD 21821
    23232 Lola Wheatley Rd, Deal Island, MD 21821
    23232 Lola Wheatley Rd, Deal Island, MD 21821
    /51

    $249,900

    • 4 Beds
    • 2 Baths
    • 1,692 Sq Ft

    23232 Lola Wheatley Rd, Deal Island, MD 21821

    **Restored 1900 Traditional Farmhouse in Historic Deal Island, Maryland** Discover the charm of this beautifully restored 1900 traditional farmhouse, nestled in the picturesque setting of historic Deal Island. This stunning home perfectly balances timeless character with modern amenities, offering a unique opportunity to own a piece of history. As you enter, you'll be greeted by the warm ambiance

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    (667) 297-6589

    23232 Lola Wheatley Rd, Deal Island, MD 21821
  • 10926 Shores Rd, Deal Island, MD 21821
    10926 Shores Rd, Deal Island, MD 21821
    10926 Shores Rd, Deal Island, MD 21821
    /5

    $34,900

    $10K PRICE DROP
    • Land
    • 23,958 Sq Ft
    • $63,455 per Acre

    10926 Shores Rd, Deal Island, MD 21821

    Fantastic Building Lot just over a half acre with views of the Bay and Deeded Water Access. Nice dry land to build your dream home on and enjoy beautiful sunsets!

    Agent Photo

    Justin Yon

    Century 21 Home Team Realty

    (667) 220-8982

    10926 Shores Rd, Deal Island, MD 21821
  • 11161 Roland Parks Rd, Deal Island, MD 21821
    11161 Roland Parks Rd, Deal Island, MD 21821
    11161 Roland Parks Rd, Deal Island, MD 21821
    /58

    $274,900

    $24K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,550 Sq Ft

    11161 Roland Parks Rd, Deal Island, MD 21821

    Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space.Designed for indoor-outdoor living, the

    Casey Neves The Parker Group

    11161 Roland Parks Rd, Deal Island, MD 21821
  • 24524 Fullbrook Ln, Deal Island, MD 21821
    24524 Fullbrook Ln, Deal Island, MD 21821
    24524 Fullbrook Ln, Deal Island, MD 21821
    /47

    $449,900

    $49K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,437 Sq Ft

    24524 Fullbrook Ln, Deal Island, MD 21821

    Price improvement on this direct waterfront property —an ideal boating and fishing retreat with sweeping open-water views of the Tangier Sound. This charming coastal cottage is a classic Eastern Shore getaway where you can catch rockfish year-round, crab right from your backyard, or set out by boat or kayak from your private 60' pier.Open floor plan inside is designed for relaxed coastal

    Nancye Vermillion Keller Williams Realty

    24524 Fullbrook Ln, Deal Island, MD 21821
  • 23290 Custom House Rd, Deal Island, MD 21821
    23290 Custom House Rd, Deal Island, MD 21821
    23290 Custom House Rd, Deal Island, MD 21821
    /64

    $309,900

    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    23290 Custom House Rd, Deal Island, MD 21821

    Looking for peace, tranquility, and true Eastern Shore living? Welcome home. This unique 5-bedroom retreat on Deal Island is still in its teenage years and ready to meet its next chapter. Lovingly cared for by the original owner since completion in 2008, this 2,400-sq-ft home blends comfort, privacy, and value rarely found in this setting. Tucked into its own private pocket of mature trees and

    William Brown EXP Realty, LLC

    23290 Custom House Rd, Deal Island, MD 21821
  • 10116 Deal Island Rd, Deal Island, MD 21821
    10116 Deal Island Rd, Deal Island, MD 21821
    10116 Deal Island Rd, Deal Island, MD 21821
    /25

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    10116 Deal Island Rd, Deal Island, MD 21821

    Escape to the charm of Eastern Shore Living with this charming cottage style home located in the heart of Deal Island, Maryland. Enjoy fishing, boating and crabbing the waters of the Chesapeake Bay. This home offers an ideal retreat for weekend getaways or relaxed year-round living. The home offers two bedrooms and one bathroom as well as updated appliances. The extra-large attic has been framed

    Chrystianna Wilkins-Gosnell Keller Williams Realty

    10116 Deal Island Rd, Deal Island, MD 21821
  • 23258 Hastings Dr, Deal Island, MD 21821
    23258 Hastings Dr, Deal Island, MD 21821
    23258 Hastings Dr, Deal Island, MD 21821
    /56

    $285,500

    Open Sat 11:30AM - 1:30PM $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,130 Sq Ft

    23258 Hastings Dr, Deal Island, MD 21821

    A Corner lot with great water views at Scott's Cove! Life here is surely going to bring you the relaxation and luxury at this waterfront community! This treasure of a rancher has all the bells and whistles. Fully Furnished (flatscreens and mounts included), 2 Bedroom 2 Bath with flex space for a workout room or hobby room, etc. The house details will amaze you! New Kraftmaid kitchen cabinets with

    Caroline Reed Century 21 Harbor Realty

    23258 Hastings Dr, Deal Island, MD 21821
  • 10515 Cassandra Dr, Deal Island, MD 21821
    10515 Cassandra Dr, Deal Island, MD 21821
    10515 Cassandra Dr, Deal Island, MD 21821
    /34

    $415,000

    • 6 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    10515 Cassandra Dr, Deal Island, MD 21821

    Beautiful Waterfront Retreat on Tangier Sound Welcome to the island life! This unique waterfront home offers a rare opportunity to own a property with 180 feet of bulkhead on the navigable Tangier Sound. Imagine spending your days crabbing and fishing right from your own backyard, and your mornings with a cup of coffee watching breathtaking sunrises. The evenings are just as magical, with

    Jennifer Whittington EXP Realty, LLC

    10515 Cassandra Dr, Deal Island, MD 21821
  • 23550 Deal Island Rd, Deal Island, MD 21821
    23550 Deal Island Rd, Deal Island, MD 21821
    23550 Deal Island Rd, Deal Island, MD 21821
    /40

    $210,900

    $54K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    23550 Deal Island Rd, Deal Island, MD 21821

    Welcome to Deal Island and this beautifully renovated home, where peaceful coastal living meets modern comfort. Located less than one mile from the public beach and boat ramp, and near the well-known Deal Island Labor Day Skipjack Race, this property offers a relaxed island lifestyle with a strong sense of community. Several nearby State Wildlife Management Areas add to the natural beauty and

    Sharon Fisher RE/MAX Advantage Realty

    23550 Deal Island Rd, Deal Island, MD 21821
  • 10273 Deal Island Rd, Deal Island, MD 21821
    10273 Deal Island Rd, Deal Island, MD 21821
    10273 Deal Island Rd, Deal Island, MD 21821
    /77

    $550,000

    • 4 Beds
    • 4 Baths
    • 2,168 Sq Ft

    10273 Deal Island Rd, Deal Island, MD 21821

    Incredible Investment Opportunity or Family Vacation Retreat! Single Family home of 1440 square feet - 1 Bedroom/1 Bath also features two 20' X 40" Garage/Sheds AND three efficiency apartments with covered back porches on waterfront! 1.47 Acre Lot Located on picturesque Deal Island, this charming and versatile property offers endless potential as a short-term rental, multi-family vacation

    Maureen Bryant Samson Properties

    10273 Deal Island Rd, Deal Island, MD 21821
  • 11152 Roland Parks Rd, Chance, MD 21821
    11152 Roland Parks Rd, Chance, MD 21821
    11152 Roland Parks Rd, Chance, MD 21821
    /42

    $349,900

    • 3 Beds
    • 1 Bath
    • 992 Sq Ft

    11152 Roland Parks Rd, Chance, MD 21821

    If you’ve ever dreamed of living in a little cottage by the sea, this is it! Tucked away in the historic and sought-after Deal Island area of Chance, Maryland, this charming waterfront retreat is the definition of a hidden gem. Though cozy in size, the home lives large with breathtaking panoramic water views that steal the show from nearly every angle.This direct waterfront cottage offers

    Kelley Bjorkland Coldwell Banker Realty

    11152 Roland Parks Rd, Chance, MD 21821
  • Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
    /8

    $149,999

    $25K PRICE INCREASE
    • Land
    • 2.67 Acres
    • $56,179 per Acre

    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821

    RARE WATERFRONT OPPORTUNITY ON TANGIER SOUND – 2.34 ACRES WITH PRIVATE BEACH!This is one of the last remaining waterfront lots featuring a private beach along the scenic Tangier Sound with approved septic. Spanning a generous 2.34 acres, this property offers a perfect blend of seclusion and open-water views. Imagine building your dream home nestled in the private wooded area of the lot while

    Timothy Morgan Keller Williams Realty Delmarva

    Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
  • Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
    /2

    $24,999

    • Land
    • 13,068 Sq Ft
    • $83,330 per Acre

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821

    0.3 acre commercially zoned property located on the corner of Deal Island Rd and Hotel Rd. Lot was previously home to a gas station in the 1980s, which has since been demolished. Old perc records are available. Lot is conveniently close to the Deal Island boat ramp and within minutes you can be out on the Chesapeake Bay. Great corner location! Owner financing is available.

    Melissa Laird LAIRD & ASSOCIATES

    Parcel 96 Deal Island Rd, Deal Island Historic District, MD 21821
  • 10762 Toddville Rd, Deal Island, MD 21821
    10762 Toddville Rd, Deal Island, MD 21821
    10762 Toddville Rd, Deal Island, MD 21821
    /15

    $125,000

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft

    10762 Toddville Rd, Deal Island, MD 21821

    Tucked away in a peaceful neighborhood next to Deal Island and the shores of Tangier Sound, this ranch-style home offers comfort and opportunity. Set on a 1-acre, mostly cleared, corner lot, the property provides plenty of room for outdoor entertaining, gardening, or future expansion. Enjoy the best of both worlds—serene coastal living with the convenience of Salisbury just under 30 minutes away,

    Peter Frevel Benson & Mangold, LLC

    10762 Toddville Rd, Deal Island, MD 21821
  • 23686 Earl Webster Rd, Deal Island, MD 21821
    23686 Earl Webster Rd, Deal Island, MD 21821
    23686 Earl Webster Rd, Deal Island, MD 21821
    /14

    $75,000

    • 3 Beds
    • 1 Bath
    • 1,338 Sq Ft

    23686 Earl Webster Rd, Deal Island, MD 21821

    7.25 acres of country living. The current home is considered a tear-down, but could be a great renovation for someone looking for a project with plenty of land to explore. Current owners do not know the operating condition of any of the appliances or mechanics, including the septic system. Being sold as-is, but let your imagination run wild as this could be the perfect property for you!

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty

    23686 Earl Webster Rd, Deal Island, MD 21821
  • 10771 Toddville Rd, Deal Island, MD 21821
    10771 Toddville Rd, Deal Island, MD 21821
    /2

    $45,000

    • Land
    • 1.96 Acres
    • $22,959 per Acre

    10771 Toddville Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10771 Toddville Rd, Deal Island, MD 21821
  • 23163 Rolfe Ln, Deal Island, MD 21821
    23163 Rolfe Ln, Deal Island, MD 21821
    23163 Rolfe Ln, Deal Island, MD 21821
    /81

    $1

    Open House 6/19
    • 4 Beds
    • 2.5 Baths

    23163 Rolfe Ln, Deal Island, MD 21821

    ***AUCTION***Price of $1 is Not the Reserve or List Price. This property is being sold at auction, do not make offers to purchase prior to the sale based on this amount. For more information and our online bidding, please visit our website KaufmanAuctionsWV*** Waterfront Home on 1.87+/- Acre with Deep Water Dock on Tangier Sound - Deal Island, MD. Location: 23163 Rolfe Lane Deal Island, MD 21821.

    James Yoder Kaufman Realty and Auctions

    23163 Rolfe Ln, Deal Island, MD 21821
  • 10814 Toddville Rd, Deal Island, MD 21821
    10814 Toddville Rd, Deal Island, MD 21821
    /2

    $43,000

    • Land
    • 32,670 Sq Ft
    • $57,333 per Acre

    10814 Toddville Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10814 Toddville Rd, Deal Island, MD 21821
  • 0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
    /10

    $53,000

    • Land
    • 20,037 Sq Ft
    • $115,217 per Acre

    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821

    This buildable lot offers peaceful water views of the Tangier Sound, located just about 270 feet from the shoreline, giving you that coastal feel without the waterfront price tag. Whether you’re looking to build your full-time home or a weekend escape, this property gives you the perfect canvas to bring your vision to life. Picture freshly caught blue crabs, days spent fishing or out on the boat,

    Graham Salvo EXP Realty, LLC

    0 Thomas Price Rd Unit MDSO2007126, Chance, MD 21821
  • 11086 Lee Ave, Deal Island, MD 21821
    11086 Lee Ave, Deal Island, MD 21821
    11086 Lee Ave, Deal Island, MD 21821
    /10

    $45,000

    • Land
    • 1.18 Acres
    • $38,136 per Acre

    11086 Lee Ave, Deal Island, MD 21821

    Over an acre of beautiful waterfront on Rock Creek near Chance. Current use is recreational as a septic system has not been approved. A three year offshore blind and a shoreline license has been applied for for hunters to enjoy. The property pushes out into the creek which should allow for a dock. This property has amazing views and privacy if you are looking for tranquil surroundings to enjoy

    Lisa Spicer ERA Martin Associates

    11086 Lee Ave, Deal Island, MD 21821
  • 10765 Roland Parks Rd, Deal Island, MD 21821
    10765 Roland Parks Rd, Deal Island, MD 21821
    /2

    $45,000

    • Land
    • 21,780 Sq Ft
    • $90,000 per Acre

    10765 Roland Parks Rd, Deal Island, MD 21821

    Tommy Mitchener Prime Resource Realty & Property Management, INC

    10765 Roland Parks Rd, Deal Island, MD 21821
  • 0 Keen Rd Unit MDSO2006676, Chance, MD 21821
    0 Keen Rd Unit MDSO2006676, Chance, MD 21821
    /2

    $39,900

    • Land
    • 1.2 Acres
    • $33,250 per Acre

    0 Keen Rd Unit MDSO2006676, Chance, MD 21821

    All cleared and ready for development! The property previously received perc approval for a sand mound septic system; however, updated approval will be required through the Somerset County Health Department. Final septic approval will be based on the proposed home size and building plans—buyer to verify with Somerset County. Located in the quiet subdivision of Chance Cove, this lot offers just

    Darron Whitehead Whitehead Real Estate Exec.

    0 Keen Rd Unit MDSO2006676, Chance, MD 21821
Maryland Somerset County Deal Island

Real Estate & Homes for Sale in Deal Island, MD

Frequently Asked Questions

Is Deal Island, MD a safe city?
In general, the safest neighborhood in Deal Island, MD with lower crime scores is Deal Island.
What are the most popular zip codes in Deal Island, MD?
The most popular zip codes in Deal Island, MD include 21821, 21853, 21871, 21840 and 21814.
What are the most popular neighborhoods near Deal Island, MD?
The most popular neighborhoods near Deal Island, MD are Westover, Mount Vernon, Eden, South Salisbury and North Camden.
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